773034
Potassium (3-butenyl)trifluoroborate
90%
Synonym(s):
Potassium homoallyltrifluoroborate
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About This Item
Empirical Formula (Hill Notation):
C4H7BF3K
CAS Number:
Molecular Weight:
162.00
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
90%
form
solid
mp
>300 °C
SMILES string
[K+].F[B-](F)(F)CCC=C
InChI
1S/C4H7BF3.K/c1-2-3-4-5(6,7)8;/h2H,1,3-4H2;/q-1;+1
InChI key
UPXWGXKSNOQOKH-UHFFFAOYSA-N
Application
Organotrifluoroborate involved in:
Organotrifluoroborates as versatile and stable boronic acid surrogates
- Catalytic allylboration
- Stereoselective nucleophilic addition
- Pd-catalyzed heterocyclizations
- Oxidation reactions and Oxidative Mannich reactions
- Cross-coupling reactions
Organotrifluoroborates as versatile and stable boronic acid surrogates
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Michael J Burns et al.
Dalton transactions (Cambridge, England : 2003), 39(43), 10391-10400 (2010-10-15)
A new synthetic methodology for the catalytic C-H functionalisation of 2-pyrones is described which proceeds regioselectively at the C3 position, mirroring the observed regioselectivity in 6π-electrocyclisation/oxidative aromatisation reactions of related compounds. Insight into the reaction mechanism is provided, with support
Oxidation of alkyl trifluoroborates: an opportunity for tin-free radical chemistry.
Geoffroy Sorin et al.
Angewandte Chemie (International ed. in English), 49(46), 8721-8723 (2010-10-12)
The development of a Selectfluor-mediated oxidative Mannich reaction
M. H. Daniels and J. Hubbs,
Tetrahedron Letters, 52, 3543-3546 (2011)
A new organic transformation by introducing crotyl/allyltrifluoroborates in cross-coupling reaction with aroyl chlorides
M. Al-Masum and K. Liu,
Tetrahedron Letters, 52, 5090-5093 (2011)
Catalytic activation of pinacolyl allylboronate with indium(I): development of a general catalytic allylboration of ketones.
Uwe Schneider et al.
Angewandte Chemie (International ed. in English), 46(31), 5909-5912 (2007-06-20)
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